Diastereoselective Synthesis of 5-Hydroxy-8-methoxy-1-oxaspiro[5,5]undeca-7,10-diene-9-one

Autor:	Guy L. Plourde, Thomas W. Scully
Rok vydání:	2013
Předmět:	synthesis Diene oxidation Molecular Conformation Pharmaceutical Science Article Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound Spirolactone lcsh:Organic chemistry Spiroether Drug Discovery Transition Temperature Organic chemistry Spiro Compounds Physical and Theoretical Chemistry Pyrans lead tetraacetate diastereoselective Vanillin Organic Chemistry Diastereomer Stereoisomerism spirocompound chemistry Chemistry (miscellaneous) Benzaldehydes Yield (chemistry) Molecular Medicine spirolactone spiroether dienone Derivative (chemistry)
Zdroj:	Molecules Volume 18 Issue 1 Pages 1174-1180 Molecules, Vol 18, Iss 1, Pp 1174-1180 (2013)
ISSN:	1420-3049
Popis:	A short five steps synthesis of the title compound from vanillin is described. The racemic spiroether 7 was obtained in 61% yield and in > 99% diastereomeric excess (by 1H-NMR) from the corresponding phenolic derivative 3 by oxidation with lead (IV) acetate.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::abec7f60ab0b3135a9832d7b340b09dc https://doi.org/10.3390/molecules18011174 Zobrazit plný text záznamu Plný text ve formátu PDF